I parked my car on the side street as I'd done a dozen times now. I was very excited and my cock was hard in my sissy panties as I got out of the car. Grabbing my gym bag, I felt the weight of the breast forms I carried in it, excited to put them on soon. I'd waited several weeks since my last visit to save up a nice amount of mad money. I never got out of a visit without a glorious new purchase.
I glanced around, hoping the girls walking down the street couldn't see my erection or somehow just 'tell' that I was a dolled up sissy underneath my button down shirt and slacks. Fiddling with my phone, I let them pass and then stepped into their wake, happy to see their tight curvy asses in yoga pants. As always I was caught between lusting for them and wanting to look as feminine and hot as they do.
Leaving the girls, I turned down the main street and proceeded to the fourth store front. "Lily's Consignments for Women" was a delightful resale shop that I'd discovered about a year before. The owner, yes actually Lily, was an older woman who was quite beautiful with a slender body and timeless face. She'd had me admitting I was a sissy almost immediately on my first visit, asking me for my size inside her women's clothing store.
Lily had been wonderful with me, helping me find outfits, helping with fit and giving me her opinion on what looked sexiest on me. It was amazing to be so directly indulged in my sissy passions and I spent a lot of money there. Part of it was her store's specialization in resale lingerie, each elaborate piece meticulously cleaned and repaired so they all seemed brand new. She also seemed to attract fun and fetishy consignments from her clientele. More than once I'd found satin or latex panties with a prominent, tailored hole in the back just where a sissy needs one!
Another great thing about Lily's is that she was willing to close the store for 'special appointments'. I'd had three of these so far where she could focus on helping me and I didn't have to worry about women coming in and seeing me dressing like a woman. This day was another appointment like that. She'd called to tell me that a large consignment had come in that she felt was perfect for me in size and style. I'd gathered up my sissy spending money and come as quickly as I could.
Entering the store was like a breath of fresh sissy air. From the tinkling little bell over the door, to the perfumed air, to the elegant furniture, it was an undeniably feminine space that I loved to be in and let my mind be in. I saw that she already had the "Closed for Special Appointment" sign up as I walked in but I closed and locked the door anyway. I didn't want a woman accidentally coming in, not paying attention to the sign.
Actually, that wasn't really true. I loved the idea of being exposed as a sissy and humiliated by having women see me like that. I also knew that my fantasy wasn't something I could push on to complete strangers. The last thing I wanted to deal with was offending someone or even being arrested for some sort of lewd conduct violation! No thank you, I'll stick with Lily who invited me to be myself with her as I shopped.
I was a little surprised that Lily wasn't in the first room of the store as usual. I decided to look through the first few racks of dresses to see what was new for sale.
"Good afternoon," came a distinctly male voice. I turned toward the sales counter and saw a young man standing up. I'd not seen him there as I came in. I stood there slack-jawed, never imagining I would meet another man at Lily's. "I'm sorry if I scared you. I was trying to fix the credit card machine."
He was a handsome man about my age. His demeanor was confident, in charge, without being pushy about it.
"Is... is Lily here?" I finally blurted.
"My mother? No, she had to run errands today."
"Oh, I thought I had an appointment with her."
"You do!" he tried to explain. "Or at least you have an appointment. She asked me to take care of you."
"I don't think..." I mumbled, extremely nervous. I wanted to bolt from the shop.
"I'm sorry, you don't have to worry. My mother explained everything. I just moved back to town but I used to help her here at the store all the time." I was obviously still very unsure so he continued. "This is where she used to let me play dress up. Still does," he ended with a wink.
My mind raced as I drank all this in. First, the thought of growing up with the store and being able to dress as a girl from a young age almost made me swoon with how wonderful that would have been. Then I looked him over. I'm a naturally slender guy with ambiguous features so I'd been fairly successful in doing makeovers to look like a girl. He was not going to pass for a girl, ever. He had strong shoulders, was taller than I am, and had a layer of stubble on his chin. (I was smooth shaven _all_ over as a proper sissy should be). Now he'd basically admitted that he was a sissy or at least a cross-dresser.
"My name is Chris," he said, coming from behind the counter. I couldn't stop myself from glancing at his pants and seeing an intriguing bulge there. "And you're Jenny, right?" Lily had told him my sissy name so I knew he wasn't lying. I let him take my hand, not shaking it like guys but take my fingers in a soft squeeze.
"Yes, hello Chris."
